One of Boston’s most compact neighborhoods, Downtown Crossing is nestled between the Common and the Financial District, coming close to the Theater District, Leather District, and Chinatown as well. A hub for commuters and shoppers, the neighborhood really does have a little bit of everything: places for after-work drinks, fine dining, grab-and-go lunches, and more casual options. These 12 excellent restaurants provide a mix of all of the above.
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12 Restaurants to Try in Downtown Crossing
Whether you’re looking for a working lunch or a nice cocktail

Haley.Henry
This cozy wine bar is tucked into the base of an unassuming building, like many restaurants in this neighborhood, but walk inside and you’ll feel like you’ve stepped into a nautical oasis. Let the staff help you select any of the bar’s rotating natural wine selections, and tuck into some tinned fish while you’re at it.
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Silvertone Bar & Grill
This longtime Downtown Crossing hangout has been a reliable spot for over 20 years for good, fairly inexpensive cocktails, burgers, steak tips, and the like. (Try the mac and cheese.)
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Sam LaGrassa's
This is the go-to option for huge sandwiches in Downtown Crossing. Sam LaGrassa’s serves loaded hoagies and sandwiches with pickles, with an array of classic options like pastrami on rye and chicken cutlet parmigiana.
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The Merchant
The Merchant has a pretty-far reaching dinner menu, which includes raw bar items and entrees like pork chops and roasted half chicken. It also serves lunch, and it offers a nice selection of beer, wine, and cocktails.
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Yvonne's
Looking for a dressy night out? Yvonne’s, which bills itself as a modern-day supper club, is a great option. This swanky spot is worth visiting for the decor alone, but it has some fine snacks and cocktails, as well as large-format dishes and drinks to share with friends.
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JM Curley
A classic Downtown Crossing pub, JM Curley is the place to go for comfort food and a beer. Get the mac and cheese or a big burger with fries. Or, stay awhile and explore the premises: There’s a tiny steakhouse hidden downstairs, as well as a cheeky cocktail bar called the Wig Shop.
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Democracy Brewing
Relatively new to the neighborhood, Democracy Brewing has a nice selection of its own beers, plus some pretty sturdy snacks, like flatbreads and burgers. Open for lunch and dinner, Democracy is a great place to escape the rain or cold, and the interior has some fascinating design features. As an added bonus, the business is employee-owned.
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Boston Chops
A second edition of the popular South End steakhouse, which reopened recently with a big refresh after a pandemic hiatus, Boston Chops is among the fine dining options in Downtown Crossing. The restaurant offers classic steakhouse fare, plus seafood towers, multiple preparations of potatoes, cocktails, and more, all in a leather-and-marble filled space.
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Chacarero
The namesake item at Downtown Crossing mainstay Chacarero — a casual shop that does bustling weekday lunch business — is a Chilean sandwich made with beef or chicken (or both), Muenster cheese, tomatoes, steamed green beans, avocado spread, and hot sauce. Chacarero got its start as a pushcart before moving into a permanent storefront back in 2005.
Estella
A relative newcomer to the neighborhood, Estella is quickly establishing itself as the place to go for good vibes on Saturday night and an equally solid brunch on Sunday morning. Lamb chops, lobster mac and cheese, and several different steaks are on deck for dinner, while the decadent brunch menu is stacked with shrimp and grits, honey chicken and waffle breakfast sandwiches, and lobster egg and cheese croissants.
Fete
Fete is the latest project from chefs Eddie George and Joy Phoubaykham, a local duo known for their take on Haitian-Laotian comfort food at Neighborhood Kitchen in Medford. At Fete, the menu includes a wagyu burger with shoestring fries, a Caribbean fish sandwich with red snapper tucked into a brioche bun, and a plate of jerk lamb chops that George says has been flying out of the kitchen since Fete’s opening days.
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Gene's Chinese Flatbread Cafe
On the bottom end of the neighborhood, Gene’s Chinese Flatbread Cafe is a great lunch spot and source for hand-pulled noodles. Get the standard noodles (#4 on the menu) seasoned with so much chile and garlic, and add a skewer or two of lamb — and perhaps a tea egg — on the side.
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